Round: 25 Ground: Clay
| Challenger Perugia Qual | 2016/06/12 08:30 | Marco Bortolotti v Yannick Maden | 4-6,3-6 |
| Challenger Perugia Qual | 2016/06/11 11:05 | Liam Caruana v Yannick Maden | 2-6,4-6 |
| ITF Italy F11 | 2016/05/20 15:00 | Gianluca Di Nicola v Yannick Maden | 0-6,6-4,6-2 |
| ITF Italy F11 | 2016/05/19 08:00 | Cristian Rodriguez v Yannick Maden | 6-4,3-6,4-6 |
| Challenger Heilbronn | 2016/05/12 11:35 | Yannik Reuter v Yannick Maden | 6-3,6-4 |
| Challenger Heilbronn | 2016/05/10 09:00 | Go Soeda v Yannick Maden | 4-6,5-7 |
| ITF Italy F8 | 2016/04/30 08:00 | Francisco Bahamonde v Yannick Maden | 6-3,3-6,0-6 |
| ITF Italy F8 | 2016/04/29 08:00 | Yannick Maden v Gianluca Mager | 7-6,2-6,6-2 |
| Challenger Perugia Qual | 2016/06/12 08:30 | Nicolas Barrientos v Ricardo Rodriguez-Pace | 6-3,6-4 |
| Challenger Perugia Qual | 2016/06/11 12:10 | Nicolas Barrientos v Nikola Cacic | 6-4,6-7,6-3 |
| ITF Romania F4 | 2016/05/27 09:00 | Jose Hernandez-Fernandez v Nicolas Barrientos | 6-3,6-3 |
| ITF Romania F4 | 2016/05/23 09:00 | Nicolas Barrientos v Juan Ignacio Londero | 7-6,6-1 |
| ATP Geneva Qual | 2016/05/14 09:00 | Johan Nikles v Nicolas Barrientos | 2-6,6-2,6-3 |
| ITF China F5 | 2016/04/17 03:00 | Nicolas Barrientos v Shuichi Sekiguchi | 6-4,6-1 |
| ITF China F5 | 2016/04/16 03:00 | Nicolas Barrientos v N. Vijay Sundar Prashanth | 6-2,6-1 |
| ITF China F5 | 2016/04/13 03:00 | Nicolas Barrientos v Xin Gao | 6-3,6-3 |